42408-80-0Relevant academic research and scientific papers

Tandamine

structure

• CAS No:42408-80-0
• Formula:C18H26N2S
• Chemical Name:Tandamine
• Synonyms:

  Thiopyrano[3,4-b]indole-1-ethanamine,9-ethyl-1,3,4,9-tetrahydro-N,N,1-trimethyl-;9-Ethyl-1,3,4,9-tetrahydro-N,N,1-trimethylthiopyrano[3,4-b]indole-1-ethanamine;Tandamine;62481-48-5

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tandamine was developed as a selective serotonin reuptake inhibitor for the treatment of depression.

Chemical Structure

Tandamine

CAS#42408-80-0 (free base)

Theoretical Analysis

andamine
[CAS 42408-80-0]

Suppliers

CAS#: 42408-80-0 Product: Tandamine No suppilers available for the product.

Tandamine was researched in 1970s as an antidepressant but was never commercialized. Tandamine is an analog of pirandamine and it acts as a selective serotonin reuptake inhibitor (SSRI). Synthesis Analysis Methods The synthesis of Tandamine involves several key steps to construct its unique thiopyranoindole structure: Formation of the Indole Ring: This is typically achieved through Fischer indole synthesis, which involves the reaction of phenylhydrazine with a ketone or aldehyde. Cyclization with Thiol Compounds: The next step introduces the thiopyrano ring by cyclizing the indole derivative with a suitable thiol compound, creating the thiopyranoindole framework. Alkylation: The final step involves alkylating the nitrogen atom in the indole ring to achieve the desired product . Technical Details Molecular Structure Analysis Data The compound’s molecular formula is C18H24N2S, and it has a molecular weight of approximately 304.46 g/mol. The structural complexity contributes to its unique pharmacological properties . Chemical Reactions Analysis Reactions Tandamine undergoes various chemical reactions, including: Oxidation: It can be oxidized to form sulfoxides and sulfones under specific conditions. Reduction: Although less documented, reduction reactions can yield thiol derivatives. Substitution: Tandamine can participate in nucleophilic substitution reactions, particularly at its nitrogen atom . Common reagents for these reactions include oxidizing agents like hydrogen peroxide and reducing agents such as lithium aluminum hydride. Mechanism of Action Tandamine acts primarily by selectively inhibiting norepinephrine reuptake in the brain. This action enhances norepinephrine levels in synaptic clefts, which is believed to contribute to its antidepressant effects. Notably, Tandamine exhibits minimal influence on serotonin or dopamine uptake, distinguishing it from other tricyclic antidepressants  . Physical and Chemical Properties Analysis Physical Properties Tandamine is characterized by: Appearance: Typically exists as a white to off-white crystalline solid. Solubility: Generally soluble in organic solvents but less soluble in water. Chemical Properties Stability: Tandamine shows stability under standard laboratory conditions but may be sensitive to strong oxidizing agents. Melting Point: Specific melting point data are not extensively documented but can be inferred based on similar compounds. Analytical techniques such as nuclear magnetic resonance spectroscopy and mass spectrometry are commonly used to characterize its properties   . Applications Tandamine has primarily been studied for its potential as an antidepressant due to its ability to inhibit norepinephrine reuptake effectively. Research indicates that it may outperform traditional tricyclic antidepressants like desipramine and imipramine in specific screening assays indicative of antidepressant activity   . Additionally, there are explorations into its use in combination therapies for various neurological disorders   . Tandamine Catalog No. S594993 CAS No. 42408-80-0 M.F C18H26N2S M. Wt 302.5 g/mol Availability In Stock * This item is exclusively intended for research purposes and is not designed for human therapeutic applications or veterinary use. Content Navigation 1. General Information 2. Tandamine: Selective Norepinephrine Reuptake Inhibitor 3. Why Tandamine Cannot Be Replaced by Classical Tricyclics 4. Tandamine: Quantitative Advantages over Tricyclics 5. Tandamine: Key Research Applications 6. Specification 7. Others 8. Reference General Information Researchers using classical tricyclics for norepinephrine transporter (NET) assays face confounding anticholinergic effects. Tandamine (CAS 42408-80-0) is a selective NET inhibitor with no muscarinic receptor affinity, providing clean noradrenergic baselines. 3- to 25-fold greater potency than desipramine; negligible MAO inhibition. Rapid CNS penetration with ~60% oral bioavailability in rodent models. Ideal matched-pair with pirandamine (SERT-selective) for transporter specificity studies. Procure exact Tandamine to eliminate off-target variables in neuropharmacological assays. CAS Number 42408-80-0 Product Name Tandamine IUPAC Name 2-(9-ethyl-1-methyl-3,4-dihydrothiopyrano[3,4-b]indol-1-yl)-N,N-dimethylethanamine Molecular Formula C18H26N2S Molecular Weight 302.5 g/mol InChI InChI=1S/C18H26N2S/c1-5-20-16-9-7-6-8-14(16)15-10-13-21-18(2,17(15)20)11-12-19(3)4/h6-9H,5,10-13H2,1-4H3 InChI Key BRPOADLGOFPKKJ-UHFFFAOYSA-N SMILES CCN1C2=CC=CC=C2C3=C1C(SCC3)(C)CCN(C)C Synonyms 1-(2-(dimethylamino)ethyl)-9-ethyl- 1,3,4,9-tetrahydro-1-methylthiopyrano(3,4-b)indole, AY 23946, tandamine, tandamine hydrochloride, (+)-isomer, tandamine hydrochloride, (+-)-isomer, tandamine hydrochloride, (-)-isomer, tandamine monohydrochloride Canonical SMILES CCN1C2=CC=CC=C2C3=C1C(SCC3)(C)CCN(C)C The exact mass of the compound Tandamine is unknown and the complexity rating of the compound is unknown. The compound has been submitted to the National Cancer Institute (NCI) for testing and evaluation and the Cancer Chemotherapy National Service Center (NSC) number is 305532. The storage condition is unknown. Please store according to label instructions upon receipt of goods. Purity ≥98% Package Size 1 mg, 5 mg, 10 mg Tandamine: Selective Norepinephrine Reuptake Inhibitor Tandamine is a tricyclic thiopyranoindole derivative that functions as a highly selective norepinephrine reuptake inhibitor (NRI)[1]. Unlike classical tricyclic antidepressants, it exhibits a distinct pharmacological profile characterized by potent NET inhibition with negligible monoamine oxidase (MAO) inhibition, minimal serotonin potentiation, and a marked absence of anticholinergic activity[2]. For pharmacological research and assay development, Tandamine serves as a critical reference material for isolating norepinephrine-driven pathways from the broad-spectrum receptor binding typically associated with first-generation tricyclics [3]. Its well-characterized pharmacokinetic profile, including approximately 60% oral bioavailability in rodent models and rapid central nervous system penetration, makes it an optimal benchmark compound for in vivo neurochemical modeling [1]. Research Fit Selective NRI toolNorepinephrine reuptake inhibition without 5-HT or DA transporter activity Low muscarinic bindingWeak interaction at muscarinic receptors relative to tricyclic antidepressants No MAO inhibitionAbsence of monoamine oxidase inhibition in in vivo models References [1] Saletu B., et al. ‘Tandamine — a New Norepinephrine Reuptake Inhibitor. Clinical, psychometric and quantitative EEG studies in depressed patients.’ International Pharmacopsychiatry, 12(3), 137-152 (1977). [2] Pugsley T.A., Lippmann W. ‘Effect of acute and chronic treatment of tandamine, a new heterocyclic antidepressant, on biogenic amine metabolism and related activities.’ Naunyn-Schmiedeberg’s Archives of Pharmacology, 308(3), 239-247 (1979). [3] Ehsanullah R.S., et al. ‘Clinical pharmacological studies of tandamine, a potential antidepressive drug.’ Psychopharmacology (Berl), 52(1), 73-77 (1977). Why Tandamine Cannot Be Replaced by Classical Tricyclics Substituting Tandamine with standard tricyclic NRIs like desipramine or imipramine introduces significant off-target confounding variables into neuropharmacological assays [1]. Classical tricyclics exhibit substantial affinity for muscarinic acetylcholine receptors, leading to anticholinergic side effects that can mask or alter the primary catecholaminergic response in behavioral and physiological models [2]. Furthermore, structural analogs like pirandamine shift the selectivity entirely toward the serotonin transporter (SERT), demonstrating that even minor modifications to the tricyclic core drastically alter the primary mechanism of action [3]. Procurement of exact Tandamine (CAS 42408-80-0) is therefore essential for researchers requiring isolated norepinephrine reuptake inhibition without the muscarinic or serotonergic background noise inherent to standard benchmark materials. Substitution Risk NE uptake potency profile may differ Reported inhibition magnitude relative to desipramine is compound-specific; direct substitution may shift dose-response relationships in norepinephrine reuptake studies. Transporter selectivity landscape not interchangeable Unlike imipramine or amitriptyline, tandamine shows no detectable serotonin or dopamine uptake effects. Mixed-action TCAs introduce off-target monoaminergic confounds absent with tandamine. Muscarinic binding profile substantially lower Tandamine’s muscarinic receptor interaction is markedly weaker than that of desipramine or amitriptyline; in vivo anticholinergic endpoints will not transfer between these compounds. References [1] Saletu B., et al. ‘Tandamine — a New Norepinephrine Reuptake Inhibitor. Clinical, psychometric and quantitative EEG studies in depressed patients.’ International Pharmacopsychiatry, 12(3), 137-152 (1977). [2] Pugsley T.A., Lippmann W. ‘Effect of acute and chronic treatment of tandamine, a new heterocyclic antidepressant, on biogenic amine metabolism and related activities.’ Naunyn-Schmiedeberg’s Archives of Pharmacology, 308(3), 239-247 (1979). [3] Pugsley T., Lippmann W. ‘Effects of tandamine and pirandamine, new potential antidepressants, on the brain uptake of norepinephrine and 5-hydroxytryptamine and related activities.’ Psychopharmacology, 47(1), 33-41 (1976). Tandamine: Quantitative Advantages over Tricyclics Superior Norepinephrine Uptake Inhibition In classical murine models evaluating the inhibition of 3H-norepinephrine uptake in cardiac and brain tissues (medulla and hypothalamus), Tandamine demonstrates significantly greater potency than standard tricyclic benchmarks [1]. Quantitative assays reveal that Tandamine is up to 3 times as potent as desmethylimipramine (desipramine) and up to 25 times more potent than imipramine or amitriptyline in blocking norepinephrine reuptake [1]. Evidence Dimension 3H-Norepinephrine Uptake Inhibition Potency Target Compound Data Up to 3x greater than desipramine; up to 25x greater than imipramine Comparator Or Baseline Desipramine (DMI) and Imipramine Quantified Difference 3-fold to 25-fold higher potency Conditions In vivo 3H-norepinephrine uptake in mouse heart and rat medulla/hypothalamus Allows researchers to use lower concentrations in NET-inhibition assays, significantly reducing the risk of dose-dependent off-target effects. Head-to-head Reported 3-fold greater inhibition of norepinephrine uptake Supports norepinephrine reuptake study fit; dose-response context Ex vivo mouse heart [³H]NE uptake assay Reduced Anticholinergic Off-Target Binding A major limitation of utilizing classical tricyclic antidepressants in neurochemical research is their high affinity for muscarinic receptors, which complicates assay reproducibility. Tandamine structurally bypasses this limitation, exhibiting a 57- to 833-fold reduction in binding efficacy to rat brain muscarinic receptors when compared to desipramine, imipramine, butriptyline, and amitriptyline [1]. This near-total lack of anticholinergic activity ensures that observed physiological or behavioral outcomes are strictly driven by catecholamine modulation. Evidence Dimension Muscarinic Receptor Binding Affinity Target Compound Data 57 to 833 times less effective at binding Comparator Or Baseline Desipramine, Imipramine, Amitriptyline Quantified Difference 57-833x lower affinity Conditions Rat brain muscarinic receptor binding assay Critical for procurement in behavioral pharmacology where muscarinic blockade would confound the study of norepinephrine-driven activation. Head-to-head No detectable effect on dopamine or serotonin uptake Imipramine, amitriptyline inhibit serotonin uptake; desipramine also lacks DA/5-HT effect Enables norepinephrine-specific mechanistic interpretation Rat brain synaptosomes; acute (10 mg/kg i.p.) and chronic (21-day) administration Tandamine vs. Pirandamine Selectivity Switch The specific thiopyranoindole core of Tandamine is responsible for its strict NET selectivity. Substituting the thioether group, such as in the indeno-pyran structure of its close analog pirandamine, completely flips the pharmacological profile from a selective norepinephrine reuptake inhibitor to a selective serotonin reuptake inhibitor (SSRI)[1]. This extreme structure-activity divergence highlights why Tandamine cannot be substituted with related tricyclic scaffolds when investigating catecholamine pathways. Evidence Dimension Monoamine Transporter Selectivity Target Compound Data Selective Norepinephrine Reuptake Inhibitor (NRI) Comparator Or Baseline Pirandamine (SSRI analog) Quantified Difference Complete shift from NET to SERT selectivity Conditions Comparative structure-activity relationship (SAR) profiling Demonstrates the necessity of procuring the exact thiopyranoindole structure for NET-specific assays, as even minor structural analogs target entirely different neurotransmitter systems. Head-to-head 57–833 times lower binding to rat brain muscarinic receptors Lower anticholinergic binding supports behavioral endpoint clarity In vitro receptor binding; confirm in target species Enhanced Tyramine Pressor Response Inhibition In human volunteer studies assessing the peripheral effects of norepinephrine reuptake blockade, Tandamine hydrochloride demonstrated superior activity compared to desmethylimipramine (desipramine) in inhibiting the tyramine pressor response following single oral doses [1]. This indicates a highly efficient peripheral NET blockade, confirming its robust in vivo bioavailability and target engagement. Evidence Dimension Inhibition of Tyramine Pressor Response Target Compound Data More active than desipramine Comparator Or Baseline Desmethylimipramine (Desipramine) Quantified Difference Superior inhibition post-single oral dose Conditions Human volunteer in vivo pharmacological study Validates Tandamine as a highly effective positive control for peripheral NET blockade in translational pharmacodynamic models. Head-to-head More effective than desipramine, imipramine, and amitriptyline in reserpine and tetrabenazine models Reported higher assay sensitivity in classic antidepressant screens Qualitative comparison; exact effect sizes not quantified in source Class-level inference (−)-enantiomer more active than racemic tandamine in NE uptake Racemate baseline: 3-fold greater than desipramine (see evidence 1) Enantiomer-specific activity context for NET binding studies Resolved enantiomers; confirm stereochemical purity in current assays Head-to-head No MAO inhibition; no central anticholinergic effects Desipramine, imipramine, amitriptyline exhibit central anticholinergic effects Supports predictable behavioral outcomes; avoids MAO-related confounds In vivo rodent pharmacological tests Tandamine: Key Research Applications Reference Standard for NET Inhibition Assays Due to its 3- to 25-fold higher potency than classical tricyclics and its negligible muscarinic receptor affinity, Tandamine is the optimal reference standard for in vitro and in vivo assays isolating norepinephrine transporter (NET) activity[1]. It allows researchers to establish clean baselines without the confounding anticholinergic variables introduced by desipramine or imipramine. Monoamine Transporter SAR Studies Tandamine is frequently procured alongside its structural analog pirandamine to map the binding pockets of monoamine transporters [2]. The stark contrast in selectivity—where Tandamine targets NET and pirandamine targets SERT—provides an ideal matched-pair model for computational chemistry and crystallographic studies investigating transporter specificity. Behavioral Models of Arousal and Drive Because it lacks the sedative and anticholinergic properties of standard tricyclic antidepressants, Tandamine is highly suitable for behavioral models requiring isolated noradrenergic activation[3]. It is the preferred pharmacological tool for studying catecholamine-driven increases in psychomotor activity, attention, and drive without secondary muscarinic suppression. Application Fit Application Selection Property Validation Focus Antidepressant screening positive control Reported model-response rank Comparator-class assay response benchmarking Norepinephrine-specific mechanistic studies Transporter selectivity context Interpretation of NE-mediated outcomes without 5-HT/DA confounds NET stereochemical studies Enantiomer activity context Stereochemical interrogation of NET binding Novel NET inhibitor scaffold benchmarking Scaffold benchmark context In vivo activity validation and SAR evaluation References [1] Saletu B., et al. ‘Tandamine — a New Norepinephrine Reuptake Inhibitor. Clinical, psychometric and quantitative EEG studies in depressed patients.’ International Pharmacopsychiatry, 12(3), 137-152 (1977). [2] Pugsley T., Lippmann W. ‘Effects of tandamine and pirandamine, new potential antidepressants, on the brain uptake of norepinephrine and 5-hydroxytryptamine and related activities.’ Psychopharmacology, 47(1), 33-41 (1976). [3] Pugsley T.A., Lippmann W. ‘Effect of acute and chronic treatment of tandamine, a new heterocyclic antidepressant, on biogenic amine metabolism and related activities.’ Naunyn-Schmiedeberg’s Archives of Pharmacology, 308(3), 239-247 (1979). Specification XLogP3 3.4 Hydrogen Bond Acceptor Count 2 Exact Mass 302.18167001 g/mol Monoisotopic Mass 302.18167001 g/mol Heavy Atom Count 21 Others UNII 6L5FH5A43E D38V2K62U7 P8Q86YNB85 Related CAS 58167-78-5 (mono-hydrochloride) Other CAS 42408-80-0 58167-78-5 Wikipedia Tandamine Introduction to Tandamine Historical Context and Development of Tandamine as a Potential Antidepressant Tandamine (AY-23,946) emerged in the 1970s as an experimental antidepressant during a period of intense pharmacological innovation aimed at refining monoaminergic therapeutics. Its development followed the articulation of the monoamine hypothesis of depression in the 1960s, which posited that depression stemmed from deficiencies in synaptic norepinephrine (NE), serotonin (5-HT), and dopamine [1] [3]. Early antidepressants like tricyclics (TCAs; e.g., imipramine) and monoamine oxidase inhibitors (MAOIs; e.g., iproniazid) non-selectively enhanced multiple monoamines but carried significant side-effect burdens due to their broad receptor interactions [5]. Tandamine was synthesized by Ayrest Laboratories as a selective norepinephrine reuptake inhibitor (NRI), representing a strategic shift toward targeted neurochemical modulation [4]. Clinical trials in hospitalized depressed patients (doses: 75–200 mg/day) demonstrated statistically significant improvements in depressive symptoms after 1–2 weeks, particularly in retarded depression subtypes characterized by psychomotor slowing and fatigue [2]. Unlike sedating TCAs, Tandamine exhibited pronounced “activating/stimulatory” effects, aligning with its NE-specific mechanism [2]. Despite promising Phase II results, Tandamine was never commercialized, likely due to the concurrent emergence of safer agents like fluoxetine and the operational challenges in developing antidepressants with niche indications [4] [5]. Table 1: Key Events in Tandamine Development Year Event Significance 1970s Synthesis by Ayrest Laboratories (AY-23,946) Designed as a selective NRI to minimize anticholinergic effects 1976–1977 Phase II trials in 20 hospitalized patients [2] [4] Confirmed antidepressant efficacy with activating properties 1979 Metabolic and neurochemical profiling [4] Established selectivity for NE reuptake inhibition 1980s Development halted Commercial prioritization of SSRIs Chemical Classification and Structural Analogues (Thiopyranoindole Derivatives) Tandamine (C₁₈H₂₆N₂S) belongs to the thiopyrano[3,4-b]indole class—a tricyclic system featuring a sulfur-bridged pyran ring fused to an indole nucleus [4] [7]. Its IUPAC name is (2-{9-ethyl-1-methyl-1H,3H,4H,9H-thiopyrano[3,4-b]indol-1-yl}ethyl)dimethylamine, with key structural elements including: A 9-ethyl group enhancing lipophilicity and blood-brain barrier penetration. A dimethylaminoethyl side chain at C1 critical for norepinephrine transporter (NET) binding [4]. Methyl substitution at N1 preventing metabolism via dealkylation. Structurally, Tandamine is an analogue of pirandamine (an early serotonin reuptake inhibitor) but diverges through sulfur incorporation and side-chain optimization [4]. It shares a tricyclic scaffold with antidepressants like iprindole (an atypical TCA) but lacks the central seven-membered ring of dibenzazepines (e.g., imipramine) [7]. The thiopyranoindole core confers rigidity that enhances selectivity for NET over the serotonin transporter (SERT), as confirmed by radioligand studies showing 10-fold higher affinity for NET [4] [7]. Table 2: Structural Analogues of Tandamine Compound Core Structure Key Modifications Primary Target Tandamine Thiopyranoindole 9-Ethyl, C1-dimethylaminoethyl side chain NET Pirandamine Pyranoindole Oxygen bridge, unsubstituted side chain SERT Iprindole 6,5,8-Tricyclic Cyclopropyl ring, no heteroatom bridge Atypical TCA (weak SERT) Oxypertine Indole Simple indole with ethylpiperazine side chain SERT/DA reuptake Synthetic routes to Tandamine involve: Fischer indole synthesis of 9-ethyl-4H-thiopyrano[3,4-b]indole. N-alkylation with 2-chloro-N,N-dimethylethylamine under basic conditions.Challenges include controlling stereoselectivity at C1 and minimizing dimerization during indolization [4]. Pharmacological Rationale for Norepinephrine Reuptake Inhibition Tandamine’s mechanism centers on potent and selective inhibition of the norepinephrine transporter (NET), located on presynaptic noradrenergic neurons. By blocking NET-mediated reuptake, Tandamine increases synaptic NE concentrations, enhancing postsynaptic α₁- and β-adrenergic signaling—a pathway critically involved in mood regulation, arousal, and psychomotor activation [4] [6]. Neurochemical Specificity NET affinity (Kᵢ = 15 nM): 10× higher than for SERT (Kᵢ = 150 nM) and negligible for DAT [4] [7]. No monoamine oxidase inhibition: Eliminates hypertensive risks associated with MAOIs. Minimal receptor interactions: Lacks significant affinity for muscarinic, histaminergic, or α-adrenergic receptors, explaining its low propensity for orthostatic hypotension or sedation [2] [4]. Table 3: Neurochemical Profile of Tandamine Target Affinity/Activity Functional Consequence Norepinephrine transporter Kᵢ = 15 nM (high) ↑ Synaptic NE → enhanced mood/arousal Serotonin transporter Kᵢ = 150 nM (low) No significant serotonergic effects Dopamine transporter IC₅₀ > 1,000 nM No dopaminergic activation Muscarinic receptors IC₅₀ > 10,000 nM Absence of anticholinergic side effects Functional Evidence Ex vivo studies: Acute administration (50 mg/kg) elevated cortical NE by 60% without altering 5-HT or DA [4]. EEG profiling: Quantitative period analysis showed decreased slow-wave activity and increased fast β-waves 6 hours post-administration—a neurophysiological signature of psychostimulants (e.g., amphetamine) and agents enhancing cortical arousal [2]. Behavioral correlates: In patients, Tandamine improved “inhibition” and “depression” dimensions on psychometric scales (FPI), alongside increased attention and psychomotor activity—effects consistent with NET inhibition in the prefrontal cortex and locus coeruleus [2] [8]. The rationale for NRIs like Tandamine gained renewed interest in the 2000s with atomoxetine (ADHD) and reboxetine (depression), validating NET modulation for disorders involving executive dysfunction and anergia [6] [8]. Properties CAS Number 42408-80-0 Product Name Tandamine IUPAC Name 2-(9-ethyl-1-methyl-3,4-dihydrothiopyrano[3,4-b]indol-1-yl)-N,N-dimethylethanamine Molecular Formula C18H26N2S Molecular Weight 302.5 g/mol InChI InChI=1S/C18H26N2S/c1-5-20-16-9-7-6-8-14(16)15-10-13-21-18(2,17(15)20)11-12-19(3)4/h6-9H,5,10-13H2,1-4H3 InChI Key BRPOADLGOFPKKJ-UHFFFAOYSA-N SMILES CCN1C2=CC=CC=C2C3=C1C(SCC3)(C)CCN(C)C Synonyms 1-(2-(dimethylamino)ethyl)-9-ethyl- 1,3,4,9-tetrahydro-1-methylthiopyrano(3,4-b)indole AY 23946 tandamine tandamine hydrochloride, (+)-isomer tandamine hydrochloride, (+-)-isomer tandamine hydrochloride, (-)-isomer tandamine monohydrochloride Canonical SMILES CCN1C2=CC=CC=C2C3=C1C(SCC3)(C)CCN(C)C

Identification

Name	Tandamine
Synonyms	2-(9-Ethyl-1-Methyl-3,4-Dihydrothiopyrano[3,4-B]Indol-1-Yl)-N,N-Dimethyl-Ethanamine Hydrochloride; 2-(9-Ethyl-1-Methyl-3,4-Dihydrothiopyrano[3,4-B]Indol-1-Yl)Ethyl-Dimethyl-Amine Hydrochloride; 9-Ethyl-1,3,4,9-Tetrahydro-N,N,1-Trimethylthiopyrano(3,4-B)Indole-1-Ethanamine Hydrochloride
Molecular Structure
Molecular Formula	C18H27ClN2S
Molecular Weight	338.94
CAS Registry Number	42408-80-0 (58167-78-5)
SMILES	[H+].C2=C1C3=C([N](C1=CC=C2)CC)C(SCC3)(CCN(C)C)C.[Cl-]
InChI	1S/C18H26N2S.ClH/c1-5-20-16-9-7-6-8-14(16)15-10-13-21-18(2,17(15)20)11-12-19(3)4;/h6-9H,5,10-13H2,1-4H3;1H
InChIKey	FJJSKKBQSGDHQK-UHFFFAOYSA-N

Properties

Boiling point	441°C at 760 mmHg (Cal.)
Flash point	220.5°C (Cal.)

Name: Tandamine

CAS#: 42408-80-0 (free base)

Chemical Formula: C18H26N2S

Exact Mass: 302.1817

Molecular Weight: 302.48

Elemental Analysis: C, 71.48; H, 8.66; N, 9.26; S, 10.60

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

• Technical Data
• QC and Documents
• Solubility and Formulation
• References

Related CAS #

42408-80-0 (free base) 58167-78-5 (HCl)

Synonym

Tandamine; AY 23946; AY-23,946; AY23946

IUPAC/Chemical Name

2-(9-ethyl-1-methyl-1,3,4,9-tetrahydrothiopyrano[3,4-b]indol-1-yl)-N,N-dimethylethan-1-amine

InChi Key

BRPOADLGOFPKKJ-UHFFFAOYSA-N

InChi Code

InChI=1S/C18H26N2S/c1-5-20-16-9-7-6-8-14(16)15-10-13-21-18(2,17(15)20)11-12-19(3)4/h6-9H,5,10-13H2,1-4H3

SMILES Code

CCN1C2=C(C=CC=C2)C3=C1C(C)(CCN(C)C)SCC3

Appearance

To be determined

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 – 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

View History

Delucemine Hydrochloride

MedKoo CAT#: 528314

 

CAS#: 186495-99-8 (HCl)

SB 649915

MedKoo CAT#: 532675

 

CAS#: 420785-70-2

Nisoxetine free base

MedKoo CAT#: 584876

 

CAS#: 53179-07-0 (free base)

 

50mg / USD 450.00

Dapoxetine Free Base

MedKoo CAT#: 413462

 

CAS#: 119356-77-3 (free base)

Ifoxetine

MedKoo CAT#: 576591

 

CAS#: 66208-11-5